Cast of characters - it was always about the bets

By Mike Simmons

Published on Aug 16, 2024

Bisexual

With dad gone,I headed for my office and was wondering if I was still locked out. I really didn't want to spend the night shopping for clothes and then there was no way I wanted to go on this trip like it was the first day of junior high wearing all new shit. I laughed at that memory. At the office i found Tim standing outside looking at the river and the construction. Tim smiled and asked so Mike, how did it go with your dad? Tim, it was a temporary truce that ended with a hug and me telling him he owed me a thank you for the Apple stock. Then I asked the security guy to walk him to his ride. Tim shook his head and said so you got the last word twice. One of these days that is going to bite you in the ass. Tim, just so that doesn't happen before I move into the White House. Tim just looked at me and said you might have been kidding but the way you say it scars the shit out of me. So Tim do you have a reason for being her or you just sightseeing? Mike, I just wanted to tell you I had security change locks and passcodes and the Chief isn't happy. Oh, I know you are going on vacation, do you need anything? Tim, I need you to get m a nice 2 bedroom apartment in the city and I'll need a parking place. I'm only taking one ride to campus and most likely it isn't coming back. Mike, are you serious bout that and the location? Well Tim, bout the apartment, definitely and you should dump that on Heidikamp and tell him I'm not lying him a commission. Tim laughed and asked, so. what location? Tim, I have a lot to do, tell Bill to have 3 options ready when I get back on Monday. I'm deadly serious. Tim smiled and said, well have fun and calm down.

Tim stopped at the door and I thought he was going to say something but he simply let the Chief pass as there was no stopping her. I smiled and said, Chief Callaghan can I help you? Mike, what the hell is going on and since when does Tim tell me what to do? Ok Chief, have a seat and we can talk. She said Mike, I'll stand. Susan, either you sit down and we have a short talk or I'll have Tim to explain things to you. It's up to you but I don't have a lot of time and I'm on vacation till Monday. With that I points with one hand to the club chairs and to the door with the other hand and quietly said please choose. She took a bee breath and sat in a club chair. I sat opposite her and smile and said, thank you. I didn't give her a chance and I said Chief, let's start with Tim. He is more than my right hand man. There is very little that I do that Tim hasn't had input in. He has been with me since day one, we are very close and while I pay him a lot he has made me a lot of money. He is aware that I'm out of touch once I leave here today and I'll be back on Monday.He asked you to do very reasonable changes since we have a top executive and former owner and founder departing. I will tell you that I spect those changes will be done every time a key person leaves the company. Key people are anyone who has an office on this floor as well as Jordan and Maggie. Dad gave his shares in the company to his adopted son, Cole. Then a small amount to me and his wife. In addition to the Major's son, JJ. That shit will be worked out next week. Chief, you need to trust Tim and if you have questions, I'll listed. Does that answer your concerns. She shrugged and said thanks and stood up to leave.

She was almost to the door and I said Chief, I'm be opening the restaurant and Marina the first weekend in May and there will be things every weekend, weather permitting. Please talk with Jake and Sam and you and I can meet with the guy running the marina. You might want to considering additional staff. She shook her head and left me alone and that was first time I was alone since I checked out of the motel.

I closed up my office, leaving the laptop on my desk and shutdown the computer. I then found Dillon and chatted with him about dad and a few other things, spending about 30 minutes. Then I found Kyle and we discussed Doc Johnson and how Dillon was dealing with that adjustment. Kyle was very optimistic and he was sure we hit a home run with that. I laughed and said the Grand Slam was going to be drones and we will be out of manufacturing space quickly. Kyle just looked at when I said that in early May I was talking with the military about a weapon system. We are in first on this and I want to be proactive is cashing in on this. I laughed and said just something to think about while I'm on vacation. I'll see you on Monday, Happy Easter.

I headed to my place hoping that something had happened and I could get in and pack for the trip. I pulled into the driveway and there was no one around, well at least the driveway was free of cars, I assumed Megan was at work and Cole with Jessica and dad was drinking at the club. What surprised me was that the door to my place was wide open. I went inside and found Colleen standing in the common room with her hands on her hips. Before I could react Colleen said, so the parodical lad, returns. So lad does that mean that the temper tantrum is over or is it a truce with your dad? Colleen, neither has occurred I just need some clothes for my vacation, I'm going to Florida. She smiled and said well that's what Megan said would happen and I spent the day cleaning this sty and doing laundry. So lad ho are you? Colleen I'm good and thanks for doing all this. Lad, I have two sone and I've done your laundry and the linens on your bed? Lad, I know you are not in a good place. Ok Colleen, I'm working things out. My people are finding me an apartment and as soon as that happens, I'm gone. Hell it happens in July anyway I'm just moving things up and it's unlikely I'll be back once the apartment is finalized. Lad before you go off on that path, Megan asked me to give you this envelop and a key. Your not locked out and if it happens again someone else will be locked out. I laughed and went to my desk and wrote Colleen a check that was way to big. However it was because she gave a fuck and that was more important than the work she did. I handed he the check and she didn't even look at it and put it in her pocket. Then she smiled and said lad, you didn't need to do that. I went over and pulled her into a big hug and I whispered that's because you care. When she pulled away I saw a tear on her cheek. With that Colleen scurried out the door.

I went in my room and found the place very clean and the bed made. There was a pile of clean clothes on the bed. I felt bad that Colleen had cleaned all the clothes as I wasn't taking anything that nice on this trip. There were old jeans and well used shorts, running shorts, tee shirts and swim suits. Then, I went into the bathroom and grabbed the things I needed. That stuff was put in a small case and set beside the clothes. In the kitchen I found a bottle of scotch and added it to the pile on the bed. I looked around and laughed, I had forgot the condoms. I went to the night stand and grabbed a nearly full box. JJ and I don't use them and there hasn't been girls around in weeks. I grabbed the smallest suitcase that would accommodate what I had laid out and threw everything in. Basically, I was waiting to hear from JJ. Then I remembered the envelope from Megan so I sat in the loveseat and opened it. Inside was a was a note it was hand written and signed Love Megan (Mom). I smiled and started to read.

Mike,

I'm sorry your dad locked you out of your apartment, it was a gross overreaction and I'm asking that you stay and that you keep the apartment as you work your way through college. You leaving in July and Cole being on the tour, except for a break here and there is sad for me. My only ask beside that is that you take a deep breath and sort things out with your dad. He is the only family and even if he shows it in strange and unusual ways he loves you and you are an important part of his life. Have a great time on your trip and try to relax. I'm always there for you.

Love, Megan (Mom)

I was more than a little blown away by what Megan wrote in the note as I can't remember ever having a woman care about me and I knew her well enough to know that she didn't bully me shit. I was determined to have a long talk with her when I got back from Florida. I didn't have time to dwell on thing as my phone buzzed and it was JJ. I said hey dude and he asked so where are you staying tonight? I laughed and said I'm back at my place, for now. So when we leaving? MJ, pick me up at 5:30 as my truck in is getting the damn state inspection done. That whole process is stupid as I have a bit less than 9,000 miles on it and there can't be an issue. Then he said MJ, I have two suitcases as one is totally filled with beer. I laughed again and asked,, do you think that's enough? He replied, well for me it might be, what you drinking? I said scotch and hung up.

It was still early so I gathered the clothes that needed dry cleaned and thought I would also grad a bit to eat then see if I could get some sleep. Dropping things off at the dry cleaners was the easy part. I was hungry but wanted a quiet meal so that ruled out the Tavern. Greentree was too far and wouldn't be that quiet. I simply drove to the mall and thought I could get some pizza or a sub and hide in a quiet area in the food court. That lasted until I got in line for a sub and the place was packed with people from school. Then I thought that I should call the Tavern and get a takeout and eat at my place. Walking to the car, I ordered a turkey, bacon, club on Texas toast and fries. Then I added lettuce, tomato and Swiss cheese. As I was leaving the mall Winnie and a girlfriend were entering and it was a very curt, hi Mike. I mumbled hey, Winnie and kept going to the car. Just then there was a call and it was Erin so I let it go to voicemail and it was a long message. I started to listen but as it started out withe Mike, why are you avoiding me I simply stopped listening and turned it off but didn't delete it. I checked my suitcase, prepped the coffee and jumped into bed.

I was jarred out of bed by the alarm and was ready to go and being up at 4:15 didn't even bother me. I turned on the coffee and jumped into the shower. I dressed in jeans and a tee shirt and filled my travel mug with coffee. There was some coffee left so I poured the rest in a cup and sat on the loveseat. I was pumped as I really needed to get away. I finished the coffee grabbed the travel mug and my suitcase and started for the Wrangler. As soon as I opened the door I saw another envelop. I picked it up and opened it. The note was from dad and it simply said, Mike, I'm sorry and I hope we can chat when you get back. Love dad. I went inside and found a pen and wrote, dad words are never enough, prove it by your actions. Love Mike. I put the note under the windshield of his car. I threw my shit in the back of the wrangler and drove the 4 houses to JJ's. I pulled in the driveway and immediately JJ appeared he had two suitcases and I knew one was was filled with beer or something to drink. His bags also went in the back of the Wrangler and he jumped in and said, let's get the fuck out of here before something's come up. I laughed and asked dude, you that horny that you will be hard before I back out of the driveway. JJ laughed and said MJ, I need this break as much as you do, so let's go.

On the way I asked JJ if he wanted to stop for a breakfast sandwich and he smiled and said no, I'm out of shape and fat as all all I do is school, work and eat. Let's just get in the air. Since there was no traffic we were at the airport in about 20 minutes and I smiled as the jet was already at the service area. I parked as close to the jet as I could and we grabbed our baggage and headed towards the jet. JJ immediately opened the cargo hatch and the luggage was quickly stored and he said MJ, let's get started. I asked JJ, no flight plan. He looked at me and said, yes there is a flight plan and since you never do one I did it yesterday and dropped it off last night and at the same time had the jet sent here and watched the put the damn fuel in it. So can we please start the various pre-flight checks, I want to feel sand in my feet before lunch. He had a bunch of good points so I shrugged and asked so what you waiting for? Sand in his feet before lunch, he'll at this rate it will be before breakfast at this rate as it was just a tad under 2 hours and we would be in the air before 6:00. JJ was all business but we were flying through things. Everything done correctly but at warp speed. I got on first and JJ was right behind me and he locked the door and when he turned around I grabbed him into a big hug and then a kiss, which he returned. He pulled away and said JJ, I just need to get in the air before one of us gets a call and the trip doesn't happen. I really need to get away. We strapped in and JJ was in the left seat and we carefully started the engines and were in the air a tad before 6:00.

It was amazing to me as as soon as we got to cruising altitude JJ took a deep death and you could see him relax. JJ looked over at me and smiled and said thanks for putting up with that. Dad and his school and all the lessons I have to do have blown up my carefree life. I laughed and said dude, you think I don't know that. So JJ are there any rules for this trip. He smiled and said just two; condoms with others and every night in bed with just the two of us. Let's just see what happens and we are broke dudes. I laughed and asked so can I charge for sex to get money? JJ looked at me and I laughed and said dude, that was a joke. JJ shook his head and said well it was a very sick joke and I would be upset but I know your history with you brother and Chuck's dad. That's repulsive and I know you know that. We lightened up and chatted about the upcoming football. Then I mentioned that Erin had called again and we listened to the message. She asked if she and her friend could come up the second week of June. JJ shrugged and then said what the fuck, some pussy might be fun. JJ, I'm good with that but they get their own place to stay. I have no idea where I'll be. We were quiet for a while and JJ attended to some COMMS with Atlanta Air Traffic.

We were both very quiet as we approached Jacksonville Airport. We were placed in the pattern for a bit we finally landed and it was a long taxi to the corporate Jet location. Once we had the jet in the appropriate location. We unloaded the three suitcases and we headed inside. There I left instruction for the jet and made arrangements for a 5 AM departure on Sunday. All the fees were paid and we went to the terminal and secured a ride to the hotel. JJ managed to grab a Sandwich and I just just settled for coffee. The ride to the hotel was 45 minutes and we were in a van with 4 other guys and I was sure 2 of them were a couple. The other two obviously knew each other. Then I laughed as they were a bit distant from each other acting the same way JJ and I were acting. We we got to our hotel I was surprised that only JJ and I got off.

Inside as I had secured early check-in we were quickly assigned a room and I was asked to leave a credit card of incidentals. Once that was done JJ and I headed for the room and it was on the 4th floor with a view of the ocean. JJ didn't know it but I had paid extra for that. The room was actually large with a king bed and a seating area with a television. There was also a coffee machine, a refrigerator and a small safe. In the safe we put our credit cards and a bunch of money leaving only an ID and some cash. We agreed on a combination and locked the safe. JJ filled the refigerator with beer and I stripped and put on a very tight and small swimsuit. Witch left nothing to the imagination. With that I added a wifebeater. JJ looked up and laughed. I smiled and said dude, you were the one that wanted sand in your toes before lunch. So change and let's go for a run and see what comes up. JJ fell on the bed laughing and said MJ, I can't wait to see you sporting a hard on in that outfit. JJ, let's see what you are sporting but let's get going, we haven't run in days. JJ simply stripped and pulled out a swimsuit that was a bit bigger than mine and like mine it left nothing to the imagination. He added a tight tee and we grabbed towels and sandals and headed for the beach.

The hotel was a simple walkway from the beach and we went a few yards from the waters edge, dropped our towels and kicked off the sandals. When we were Where the sand got hard I looked at JJ and he pointed in a direction and we started off determining our pace with the strange footing. We ran south for 8 blocks and we decided that was enough and turned around. On the return run back and as I was feeling comfortable with the footing I was looking around and I noticed that a number of guys were looking at the two of us. Back at our towels we decided to just take a break nd catch some rays. Then JJ saw something and he said MJ, I think I know that guy over there, he has a cooler I recognize. JJ said, I'll be right back.

JJ got about half way to the guy and he turned and waved for me to join him. I caught up and JJ said MJ, if I'm right this dude was 2 years ahead of me and went to Texas for college. He was in our group and the fucker taught me everything my rents didn't want me to know. I laughed and was thinking this might be great. Well great in a deviant way. The dude was laying on a blanket on his back and there was a bag with a school logo on it and that's what JJ recognized. JJ went right up to the dude and stood there with his hands on his hips and I just stood there beside him and waited. The guy sat up and yelled what the fuck you looking at and your blocking my rays. Then he started to laugh and said, Messer what bring you here. Then he looked at me and asked, whose the boy toy. JJ shook his head and said well Landry, I see you haven't changed. The boy toy is Mike Simmons and you better apologized or that boy toy will stain this wonderful white sand with you. He happens to be my best bud and he is 50 or 60 times the dude you are. Then JJ looked at me and said MJ, that skinny dude is Kieth Landry. Keith, still sitting, held out his hand and I took it and pulled him to his feet. Once he was standing I realized he was a tad under 6' and about 175 pounds and well built. I smiled and said, sorry about that, sometimes I forget how strong I am. All three of us laughed and things were cool.

We stood around talking and Kieth had dropped out of school and was tending bar at the hotel where we were staying. He had the afternoon off and was starting work at 5:00. He said we should all go to the garden bar and have a drink. As we walked to,the bar Kieth asked what we were drinking and JJ said a Rum and Coke and I said Glenlivet 12. Kieth turned around and said well that's a big boy drink, you sure about that? I smiled and said well make it a double and to go and we can see who the big boy is once we get to the room. Kieth was good for the drinks and we headed to them room. I smiled when I looked at my drink and it was a double and Kieth had the same drink as I did.

In the room, Kieth immediately went into the bathroom to shower and JJ said MJ, just slow down a bit as with him tending bay we are good and the dude is a total bottom and from what I remember anything goes. JJ condoms all the time. Kieth came out totally nude and I took a quick shower. Then it was JJ's turn in the shower. While JJ was in the shower, I sat on the bed beside Kieth and looked at him and said dude, I'm not a boy toy and don't do that again. How about a truce and let's have some fun. Kieth smiled and said I'm good and will be better if I can taste that semi hard cock. I laughed and said have at it. Damn the dude knew his way around a cock. JJ appeared and just stood by watching then he move in and asked Landry do you remember what this tastes like. Kieth simply got on his knees and started on JJ's cock. JJ sat on the bed and Kieth moved with him and was going to town on JJ's very hard cock. Kieth pulled off and looked at JJ and asked Messer can I please have Mike pound my ass while I finish you off. JJ shrugged and said Kieth, if that's what you want you know I always try to accommodate your needs. I finished my drink and grabbed a condom and slid it on my cock which was rock hard. Kieth saw what I was doing and he smiled and he went back to work on JJ's cock and I saw he was licking and sucking his balls. JJ, just laid there he was on the bed laying back with his feet on the floor. I grabbed Kieth's hips and pulled him back and he has his hands on JJ's thighs and once he was in position I knelt behind him and applied a bit of lube and lined up my cock and shoved it in balls deep. There was a slight grunt but Kieth didn't let up on JJ's cock. I kept it up until I couldn't hold back and with one final hard push I filled the condom and then I heard JJ grunt and he unloaded in Kieth's mouth and the dude swallowed the load. Kieth was all smiles as he got dressed. Once he was dressed I got a hug and Kieth looked at JJ and said dude, you get my ass next. I'm working tonight so drinks are are me. JJ laughed and said dude you mean drinks are on the house. Kieth shrugged and said, whatever your not paying.

Once we were alone I asked JJ, what's with that guy? JJ laughed and said well he serviced the whole team when the rally girls weren't available or someone wanted a really good bj. I shook my head and said JJ, get dressed I need to eat something.

Thanks for reading and for the many notes.

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Next: Chapter 408


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